Triphenylphosphine → 2-(3-Nitrophenyl)ethan-1-amine

HRID 2184720ノート

反応式

HRID 2184720 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[CH2:7][CH2:8][N:9]=[N+]=[N-])([O-:3])=[O:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[CH2:7][CH2:8][NH2:9])([O-:3])=[O:2]

参加物

4

反応物 2

HCID 11776TriphenylphosphineHCID 224575343-Nitrophenethyl azide

生成物 1

HCID 129500662-(3-Nitrophenyl)ethan-1-amine収率 80.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3-nitrophenethyl azide (0.9 g, 4.69 mmol), triphenyl phosphine (1.22 g, 4.66 mmol) and CH2Cl2 (80 mL) was stirred at room temperature for 3 days. Solvent was removed and the residue was taken up in EtOH (20 mL). The solution was heated to 70° C., added 2M NaOH aqueous solution (10 mL) and stirred at room temperature for 2 hrs. A 10% HCl aqueous solution (20 mL) was then added and refluxed for 2 hrs. After the mixture cool to room temperature, it was washed with benzene, basified with 5N NaOH to pH˜12, extracted with ethyl acetate. The organic layer was dried over Na2SO4 and concentrated to give the product (0.63 g) as a yellow oil.

後処理

  1. customSolvent was removed
  2. temperatureThe solution was heated to 70° C.
  3. additionadded 2M NaOH aqueous solution (10 mL)
  4. stirringstirred at room temperature for 2 hrs
  5. additionA 10% HCl aqueous solution (20 mL) was then added
  6. temperaturerefluxed for 2 hrs
  7. temperatureAfter the mixture cool to room temperature
  8. washit was washed with benzene
  9. extractionextracted with ethyl acetate
  10. dry with materialThe organic layer was dried over Na2SO4
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-66eb84c6f2284566be105ddbb15d27c7
出典データセット
uspto-grants-2002_06
特許番号
US06399597B1

反応ノート

読み込み中…